Find Hotels with a Pool in Wainscott, NY

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Check availability on Wainscott Hotels with a Pool

Tonight
Mar 29 - Mar 30
Tomorrow
Mar 30 - Mar 31
Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12

Our top choices for Wainscott hotels with a pool

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (233 reviews)
"Very charming, I stayed in one of the cottages, comfortable and well equipped."
United States
Gina
$202 nightly
The price is $226
Mar 30 - Mar 31
Total with taxes and fees
The Sagaponack
Outdoor pool, a heated pool

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Wainscott
10.0 out of 10, Exceptional, (112 reviews)
"Very clean rooms! Great place to stay! Great area and privacy! Host was wonderful. Would stay there again!"
United States
DAVID K.
$983 nightly
The price is $1,123
Mar 30 - Mar 31
Total with taxes and fees
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
$351 nightly
The price is $401
Mar 30 - Mar 31
Total with taxes and fees
Wainscott Woods Retreat
Outdoor pool

Offshore Montauk

Offshore Montauk
4.5 star property
Montauk
9.4 out of 10, Exceptional, (115 reviews)
"Hotel was beautiful !!"
United States
Erica
$293 nightly
The price is $335
Mar 31 - Apr 1
Total with taxes and fees
Offshore Montauk
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (465 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
$137 nightly
The price is $154
Mar 30 - Mar 31
Total with taxes and fees
Hamlet Inn
Front of property

Beach Plum Resort

Beach Plum Resort
3.0 star property
Montauk
9.0 out of 10, Wonderful, (159 reviews)
"Nice place to stay."
United States
Mark
$202 nightly
The price is $231
Apr 1 - Apr 2
Total with taxes and fees
Beach Plum Resort
Front of property

Sea Crest Resort

Sea Crest Resort
2.5 star property
Amagansett
9.2 out of 10, Wonderful, (508 reviews)
"Beach front and friendly, helpful staff "
United States
Samantha
$161 nightly
The price is $184
Apr 23 - Apr 24
Total with taxes and fees
Sea Crest Resort
Property map

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$183 nightly
The price is $209
Apr 5 - Apr 6
Total with taxes and fees
North Fork Cottages & RV Resort
Indoor spa tub

Montauk Blue Hotel

Montauk Blue Hotel
2.0 star property
Downtown Montauk
9.2 out of 10, Wonderful, (188 reviews)
"Great view of sunrise and sunset "
United States
Christopher
$181 nightly
The price is $207
Apr 26 - Apr 27
Total with taxes and fees
Montauk Blue Hotel
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (577 reviews)
"Everything was great! Loved the continental breakfast. "
United States
Jane
$177 nightly
The price is $202
Apr 14 - Apr 15
Total with taxes and fees
The Harbor Front Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Wainscott

Breakfast included
4 stars

Top Wainscott Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back. "
Tamra 3-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

How much does a hotel with outdoor pool in Wainscott cost?
Enjoy staying in a hotel in Wainscott with an outdoor pool. You can find a great deal from $154 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Wainscott with outdoor pool cabanas or loungers?
The Sagaponack is a charming 3-star hotel in Wainscott that offers a delightful outdoor pool experience. Guests rave about the inviting pool area, featuring comfortable sun loungers and shaded umbrellas, great for lounging on a sunny day. With a review rating of 8.8, visitors appreciate the hotel's friendly staff and the nice decor that adds to the overall appeal.

Beyond the pool, The Sagaponack also provides complimentary toiletries and free WiFi, ensuring a convenient stay for families. Plus, self-parking is available at no additional cost, making it easy to explore the beautiful surroundings of Wainscott.
Is it cheaper to book flights and a Wainscott hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a Wainscott hotel with a pool with Expedia?
Before booking your Wainscott hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Wainscott for you.

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